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241172

Sigma-Aldrich

Oxalic acid

ReagentPlus®, ≥99%

Sinónimos:

Aktisal, Aquisal

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About This Item

Fórmula lineal:
HO2CCO2H
Número de CAS:
144-62-7
Peso molecular:
90.03
Beilstein/REAXYS Number:
385686
EC Number:
205-634-3
MDL number:
MFCD00002573
UNSPSC Code:
12352100
PubChem Substance ID:
24854466
NACRES:
NA.22

vapor density

4.4 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

product line

ReagentPlus®

assay

≥99%

form

powder or crystals

mp

189.5 °C (dec.) (lit.)

solubility

water: soluble ~108 g/L at 25 °C

density

1.65 g/cm3 at 18.5 °C

functional group

carboxylic acid

SMILES string

OC(=O)C(O)=O

InChI

1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)

InChI key

MUBZPKHOEPUJKR-UHFFFAOYSA-N

Gene Information

human ... SRC(6714)

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General description

Oxalic acid is present as potential impurity in some active pharmaceutical ingredients.

Application

Oxalic acid may be used as a catalyst to synthesize:
  • 2-aryl-1-arylmethyl-1H-benzimidazoles from o-phenylenediamine and aldehydes
  • 2-aryl-4,5-diphenyl-1H-imidazoles from benzyl/benzoin, ammonium acetate and aromatic aldehydes
  • bis-compounds of indole and 2-naphthol in an aqueous medium

Oxalic acid was used:
  • in the synthesis of hemicellulose hydrolysates of yellow poplars
  • in the synthesis of three-dimensionally ordered macroporous metal oxides or carbonates via templating with polystyrene spheres
  • as supporting electrolyte in the electrochemical synthesis of polyaniline-polypyrrole composite coatings

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SHBQ5714
SHBP7264
SHBM1798
SHBF5681V
SHBF2278V

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Oxalic acid as a catalyst for efficient synthesis of bis-(indolyl) methanes, and 14-aryl-14H-dibenzo [a, j] xanthenes in water
Kokare ND, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 19(10), 1186-1189 (2008)
General synthesis of periodic macroporous solids by templated salt precipitation and chemical conversion.
Chemistry of Materials, 12(4), 1134-1141 (2000)
Characterization of polyaniline?polypyrrole composite coatings on low carbon steel: a XPS and infrared spectroscopy study.
Applied Surface Science, 218(1), 58-69 (2003)
One-pot efficient synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles and 2, 4, 5-triaryl-1H-imidazoles using oxalic acid catalyst
Kokare ND, et al.
Synthesis, 2007(18), 2829-2834 (2007)
Ly Thi Phi Trinh et al.
Bioresource technology, 161, 280-287 (2014-04-10)
An integrated detoxification process with electrodialysis (ED) followed by adsorption was performed to remove fermentation inhibitors from hemicellulose hydrolysates. The hydrolysates were prepared by oxalic acid pretreatment of yellow poplars at different temperatures. Of fermentation inhibitors, acetic acid showed high
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